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Intramolecular Fluorocyclizations of Unsaturated Carboxylic Acids with a Stable Hypervalent Fluoroiodane Reagent
Authors:Gemma C. Geary  Prof. Eric G. Hope  Dr. Alison M. Stuart
Affiliation:Department of Chemistry, University of Leicester, Leicester, LE1 7RH (UK)
Abstract:A new class of fluorinated lactones was prepared by the intramolecular fluorocyclizations of unsaturated carboxylic acids by using the stable fluoroiodane reagent in combination with AgBF4. This unique reaction incorporates a cyclization, an aryl migration, and a fluorination all in one step. The fluoroiodane reagent, prepared easily from fluoride, can also be used without a metal catalyst to give moderate yields within just 1 hour, thus demonstrating that it is a suitable reagent for developing new 18F‐labelled radiotracers for PET imaging.
Keywords:cyclizations  fluorine  hypervalent compounds  lactones  silver
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